Holiday rentals with a pool in Hawaiian Islands

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Hawaiian Islands

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite

Home in Kailua-Kona

4.98 out of 5 average rating, 116 reviews

Tropical villa: Heated pool, hot tub & ocean views

Kona House of Palms sits on a private half acre lot in an upscale gated community. Enjoy ocean views and resort-style backyard w/heated pool, waterfall and hot tub. 3-bedroom, 2-bathroom house comfortably sleeps 8 w/ a sofa bed in the common area. Lush greenery keeps yard, pool and hot tub very private. Fast Internet, smart TVs, plenty of linens, well-stocked kitchen, beach chairs, pool toys and much more is provided. Everything you need to enjoy you stay is HERE. Fully licensed: STVR-19-365351

Guest favourite

Apartment in Kapaʻa

4.91 out of 5 average rating, 163 reviews

Ocean front studio condo with pool & beach access

Great location on Kauai's Royal Coconut Coast with mountain, ocean & pool views from your lanai. Within walking distance to several restaurants. Choose your cuisine. Enjoy drinks in your cabana from the poolside bar on this ocean front property. Bike along Kapaa's beautiful ocean bike path which can be accessed from the ocean side of . Swim snorkel & surf right out your front door. Hike Sleeping Giant Mountain which can be seen from the lanai and is a 5 minute car ride away. Book today & ENJOY!

Guest favourite

Guest house in Kailua-Kona

4.88 out of 5 average rating, 144 reviews

180 degree ocean view, private pool

Family friendly, NON SMOKING PROPERTY has a cottage with a 180 degree ocean view & beautiful pool. Enjoy incredible sunsets from the large deck, outdoor showers in the ginger garden & relaxing evenings in the hot tub. We welcome guests of all Races, religions, and sexual orientation! THERE IS NO LIFEGUARD ON DUTY NO DIVING IN THE POOL PLEASE THE SLIDE IS FEET FIRST ONLY! WE INVITE YOU TO PLEASE READ THROUGH THE FOLLOWING SECTION AS THERE IS OTHER PERTINENT INFORMATION FOR YOU AND YOUR FAMILY

Guest favourite

Guest house in Keaau

4.94 out of 5 average rating, 180 reviews

Adorable Jungle Retreat Cabin with Pool

You awaken to birdsongs that rival the first spring on earth. A gentle rain falls, casting a silence over the cozy cabin. Do you stay in bed a little longer and soak up this soothing soundtrack of white noise? Or do you wake yourself up with a cup of Hawaiian coffee and an outdoor shower? Or maybe you start your day with a float and yoga. Whether you are looking for a quiet place to get a good night’s rest, a solo escape into nature, or a romantic getaway for your honeymoon, this is the place.

Guest favourite

Apartment in Kapaa

4.95 out of 5 average rating, 126 reviews

Kauai Paradise-3 hot-tubs-2Waterslides-2bdrm-3bath

Looking for the perfect Air-Conditioned condo for the ultimate Kaua'i vacation? Our premium condo offers brand new furniture & beds & huge tv's! It’s the perfect place for families to come together for an amazing vacation. Waipouli Resort has Kauai's ONLY heated soft-water relaxing river & walking pool w/ 2 water slides, 3 sand-bottom whirlpool hot tubs, 3 waterfalls & a child-friendly sandy beach & plus beautiful 3rd floor views! Plus I'll send you a list of activities, hikes, beaches & more!

Superhost

Home in Princeville

4.88 out of 5 average rating, 147 reviews

Ocean & Mountain Views - Near Beach! FAST WIFI

The ultimate vacation in paradise! Ocean and Na Pali mountain views with beach access await! Our home features Hypoallergenic shower and soap products for a gentle, skin-friendly experience. Enjoy a modern kitchen with updated countertops, cabinets, and tile work, plus a spacious, air-conditioned living area. Centrally located in Princeville, perfect for remote workers, friends, and families. Minutes from Hanalei Bay, Queens Bath, and top golf, Kauai is at your fingertips. Stay in paradise!

Guest favourite

Home in Kailua-Kona

4.94 out of 5 average rating, 109 reviews

Tropical Private Oasis, Heated Pool & OceanView!

3 bedroom/2.5 bath, Sleeps 8 with Private Solar Heated Pool with Waterfall, Lanai, Gazebo with Ocean View, Tropical Yard. 5 min to downtown Kona along the water. This "model home" sits in a gated community of Kahakai with breathtaking views. It has all upgrades throughout the house for ultimate luxury. A pathway on this 1/2 acre plus property leads to an elevated private gazebo for that amazing romantic evening dinner or relaxing with your special one while looking at an amazing ocean view.

Superhost

Apartment in Princeville

4.94 out of 5 average rating, 165 reviews

Deluxe Island Retreat - Winter Special

This luxurious seaside condo has been 100% renovated with every thoughtful detail in mind— Kitchen: Brand new & fully equipped with high-end finishes Dining Area: Seats 6 at table & 4 at bar Living room: Queen memory foam sleeper sofa & 55" TV Bedrooms: 2 king beds with en-suite baths & streaming TVs Laundry: Full-size washer/dryer in unit Beach gear - chairs, towels, umbrella & ice chest Access to pool, hot tub, & gas BBQ grills Games, books, movies & rain umbrellas provided

Guest favourite

Home in Kailua-Kona

4.9 out of 5 average rating, 172 reviews

My Kona Paradise

Taxes included in the nightly price. Check our specials by date! Corona Virus Update: Please note that we have taken additional steps to make sure the home is not only clean but sanitized. The remote controls, doorknobs and all surfaces are all wiped down with antiseptic solution. We also send the laundry out to a professional service and is sanitized. We want you to be assured that we are doing everything we can to make sure you have a wonderful time in our home. STVR information below.

Superhost

Apartment in Princeville

4.92 out of 5 average rating, 121 reviews

Stunning Views of Paradise - Pool ~ Jacuzzi & BBQ

Spectacular Unobstructed Views - Steps away from the Resort Pool, Jacuzzi and BBQ Grills. The Furnished Patio boasts Stunning Views of the Jungle Valley, Distant Ocean Vista and Waterfalls. The Kitchen is Fully Equipped and ready for your culinary adventures. This rental is centrally located condo in the Heart of Princeville & a few minutes drive to Beautiful Beaches, Shops and Restaurants - Equipped with High Speed Internet / WiFi, Cable TV, Beach Chairs, Towels and Igloo Cooler - NO A/C

Superhost

Apartment in Lahaina

5 out of 5 average rating, 4 reviews

Resort Stay Entire 1Bdr Villa Kaanapali Beachfront

This resort has the most amazing pool on the island, Salt Water Based !! So easy on the skin ;) Olympic size pool about 2.5 Acres with Slide, waterfalls , plunge pool, volleyball. Snorkel Equipment rental , Beach chairs etc. All you need to have a great Hawaiian Vacation with The Family. Awesome Luau on Site every Teus Night! This price is for scenic if avail. Otherwise upgrade is additional if oceanview is what we have for your dates:) Mahalo For coming back to The West Side Best Side!

Guest favourite

Cottage in Hanalei

4.94 out of 5 average rating, 316 reviews

Romantic Garden Cottage,View! Pool! TVNC#1065

Escape to a secluded romantic haven nestled on an acre of lush gardens in Kauai’s breathtaking Wainiha River Valley. Perched on a bluff with panoramic valley views, this retreat offers tranquility and luxury. Unwind by your private pool and spa, surrounded by vibrant tropical flora, where nature creates an atmosphere of enchantment. Just a short drive away, explore some of the world’s most stunning beaches. Let this serene paradise immerse you in romance and blissful relaxation